5-Bromo-1-(tert-butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indole | 840541-29-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-Bromo-1-(tert-butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indole
• 英文别名: [5-Bromo-3-[(4-ethylphenyl)methyl]indol-1-yl]-tert-butyl-dimethylsilane
• CAS: 840541-29-9
• 化学式: C₂₃H₃₀BrNSi
• 分子量: 428.487
• InChiKey: ACJKQNONJVGDGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.41
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-Bromo-1-(tert-butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indole 在 三乙基硅烷 、 氢氧化钾 、 三氟化硼乙醚 、 叔丁基锂 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (2S,3R,4R,5S,6R)-2-[1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indol-5-yl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2

  摘要：

  A series of indole-O-glucosides and C-glucosides was synthesized and evaluated in SGLT1 and SGLT2 cell-based functional assays. Compounds 2a and 2o were identified as potent SGLT2 inhibitors and screened in ZDF rats. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.12.006
• 作为产物：
  描述：

  4-乙基苯基溴化镁 在 三乙基硅烷 、 sodium hydroxide 、 四氯化锡 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 0.33h， 生成 5-Bromo-1-(tert-butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indole
  参考文献：
  名称：

  Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2

  摘要：

  A series of indole-O-glucosides and C-glucosides was synthesized and evaluated in SGLT1 and SGLT2 cell-based functional assays. Compounds 2a and 2o were identified as potent SGLT2 inhibitors and screened in ZDF rats. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.12.006

文献信息

• Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2
  作者：Xiaoyan Zhang、Maud Urbanski、Mona Patel、Geoffrey G. Cox、Roxanne E. Zeck、Haiyan Bian、Bruce R. Conway、Mary Pat Beavers、Philip J. Rybczynski、Keith T. Demarest

  DOI：10.1016/j.bmcl.2005.12.006

  日期：2006.3

  A series of indole-O-glucosides and C-glucosides was synthesized and evaluated in SGLT1 and SGLT2 cell-based functional assays. Compounds 2a and 2o were identified as potent SGLT2 inhibitors and screened in ZDF rats. (C) 2006 Published by Elsevier Ltd.